Method for preparing 2, 6-bis-(picrylamino) pyridine

A technology of diaminopyridine and bitter amino group is applied in the field of preparing 2,6-bis-pyridine, which can solve the problems of cumbersome post-processing process, many by-products and high reaction temperature, so as to save the solvent recovery process, reduce the interfacial tension, The effect of increasing the reactivity

Inactive Publication Date: 2014-08-13
ZHONGBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Problems in this method: using DMF as a solvent, the dosage is large and the cost is high; the reaction temperature is high, and there are many by-products, which is relatively unsafe; toxic and corrosive hydrogen fluoride gas is produced during the reaction process, which is not conducive to environmental protection; the post-processing process cumbersome
[0013] The solvents used are all organic solvents, the amount of solvent used is large, and the recovery cost is high. Some of the preparation process uses fluoride or carbonate or a mixture of the two as accelerators. The choice of solvents and accelerators is not conducive to environmental protection.

Method used

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  • Method for preparing 2, 6-bis-(picrylamino) pyridine
  • Method for preparing 2, 6-bis-(picrylamino) pyridine

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Effect test

Embodiment 1

[0054] Weigh 5.4g of 2,6-diaminopyridine and add it to 100mL of water, stir and raise the temperature, add 0.135g of AE09 into it, raise the temperature to 84°C, and all the solid substances will dissolve; weigh 25.7g of picryl chloride, raise the temperature to 84°C to melt; prepare 160mL of NaHCO with a concentration of 0.6mol / L 3 aqueous solution. Slowly add the mixed solution containing 2,6-diaminopyridine into the picryl chloride liquid, keep the temperature at 84°C, reflux and stir for 3 hours, and drop the prepared NaHCO evenly within 2.5 hours from the reaction timing 3 aqueous solution into the reaction solution. After the reaction was completed, it was filtered, washed with hot water, and recrystallized with methanol to obtain 21.84 g of PAP, with a yield of 83.04%.

Embodiment 2

[0056] Weigh 5.4g of 2,6-diaminopyridine and add it to 200mL of water, stir to raise the temperature, add 0.162g of AE09 into it, raise the temperature to 85°C, and all the solid matter will dissolve; weigh 30.84g of picryl chloride, raise the temperature to 85°C to melt; prepare 480mL of NaHCO with a concentration of 0.2mol / L 3 aqueous solution. Slowly add the mixed solution containing 2,6-diaminopyridine into the picryl chloride liquid, keep the temperature at 85°C, reflux and stir for 3 hours, and drop the prepared NaHCO evenly within 2 hours from the reaction timing 3 aqueous solution into the reaction solution. After the reaction was completed, it was filtered, washed with hot water, and recrystallized with methanol to obtain 17.71 g of PAP, with a yield of 67.34%.

Embodiment 3

[0058] Weigh 5.4g of 2,6-diaminopyridine and add it to 100mL of water, stir to raise the temperature, add 0.19g of AE09 to it, raise the temperature to 85°C, and all the solid substances will dissolve; weigh 25.7g of picryl chloride, heat up to 85°C to melt; prepare 240mL of NaHCO with a concentration of 0.4mol / L 3 aqueous solution. Slowly add the mixed solution containing 2,6-diaminopyridine into the picryl chloride liquid, keep the temperature at 85°C, and react under reflux for 4h. From the reaction timing, add the prepared NaHCO dropwise evenly within 3h 3 aqueous solution into the reaction solution. After the reaction was completed, it was filtered, washed with hot water, and recrystallized with methanol to obtain 21.89 g of PAP, with a yield of 83.23%.

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Abstract

The invention relates to the technical filed of preparation of organic intermediates, and in particular relates to a method for preparing 2, 6-bis-(picrylamino) pyridine. The method comprises the following steps: with picrylamino and 2, 6-diaminopyridine as raw materials, water as a medium, and NaHCO3 as a reaction promoter, reacting for 2 to 6 hours at the temperature of 83 to 90 DEG C in the presence of a phase transfer catalyst; and filtering, washing by hot water and recrystallizing by methanol to obtain the 2, 6-bis-(picrylamino) pyridine. According to the method, single water is used as the reaction medium to replace an organic solvent adopted by an existing technology, and the phase transfer catalyst is adopted to reduce interfacial tension and improve activity of the reaction; the picrylamino and the 2, 6-diaminopyridine are reacted under the condition being close to a theoretical material ratio so as to reduce consumption and cost of raw materials; the solvent recovery and separation process is simplified, and the pollution to the environment is reduced.

Description

technical field [0001] The invention relates to the technical field of preparation of organic intermediates, in particular to a method for preparing 2,6-bis-(picrylic amino)pyridine. Background technique [0002] 2,6-bis-(picrylamino)pyridine (PAP), English name: 2,6-bis-(picrylamino)pyridine, molecular formula: C 17 h 9 N 9 o 12 , the structural formula: [0003] [0004] Molecular weight 531.31, melting point 300°C, is a heat-resistant explosive 2,6-bis-(picrylamino)-3,5-dinitropyridine (PYX) (2,6-bis-(picrylamino)-3,5-dinitropyridine ) important intermediates. The heat resistance of 2,6-bis-(bitter amino)-3,5-dinitropyridine is better than that of hexanitrodiphenylethylene. Good application prospects. [0005] Most of the existing 2,6-bis-(picrylic amino)-3,5-dinitropyridine synthesis techniques use 2,6-bis-(picrylic amino)pyridine as a precursor. [0006] At present, the relevant literature reports on the synthesis of 2,6-bis-(picrylic amino)pyridine mainly in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/74
CPCC07D213/74
Inventor 王建龙赵林秀陈丽珍王少林曹端林
Owner ZHONGBEI UNIV
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